ID: ALA505529

Max Phase: Preclinical

Molecular Formula: C36H58N4O11S

Molecular Weight: 754.94

Molecule Type: Small molecule

Representations

Synonyms (1): Topostatin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1NC(=O)C(C)C(CCC(C)C(=O)/C=C/C(C)=C/CC(C)CCCCCCC)OC(=O)[C@H](CC(OS(=O)(=O)O)C(N)=O)NC(=O)[C@@H](C)CNC1=O

Standard InChI:  InChI=1S/C36H58N4O11S/c1-8-9-10-11-12-13-22(2)14-15-23(3)16-18-29(41)24(4)17-19-30-26(6)34(44)39-27(7)35(45)38-21-25(5)33(43)40-28(36(46)50-30)20-31(32(37)42)51-52(47,48)49/h15-16,18,22,24-26,28,30-31H,7-14,17,19-21H2,1-6H3,(H2,37,42)(H,38,45)(H,39,44)(H,40,43)(H,47,48,49)/b18-16+,23-15+/t22?,24?,25-,26?,28-,30?,31?/m0/s1

Standard InChI Key:  XLDIAUNLPWGNHO-NUPNHORYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 754.94

Molecular Weight (Monoisotopic): 754.3823

AlogP: 3.35

#Rotatable Bonds: 19

Polar Surface Area: 237.36

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.76

CX Basic pKa:

CX LogP: 2.28

CX LogD: 1.67

Aromatic Rings: 0

Heavy Atoms: 52

QED Weighted: 0.04

Np Likeness Score: 1.76

References

1. Suzuki K, Yahara S, Maehata K, Uyeda M..  (2001)  Isoaurostatin, a novel topoisomerase inhibitor produced by Thermomonospora alba.,  64  (2): [PMID:11430001] [10.1021/np0004606]

Source

Source(1):

• Scientific Literature